This post covers the best things to do in Chicago this January, including, free, family-friendly, as well as nighttime activities, all updated for 2023.
- Top 10
- Nighttime Activities
- Free Things to Do
- Things to Do (Any Time of Year)
- How’s the Weather?
January in Chicago is a great time to experience because it is a slow season for tourism which means you won’t have to wait in lines or stand in crowds!
For some of the more popular things to do in Chicago, read the following posts:
1. Go to a Sporting Event
There is nothing more Chicago than cheering on our sports teams!
In January, you can head west to the United Center for a basketball or hockey game.
For a list of all sporting events happening this month, check this list.
Click here to find all sporting events happening this month.
2. Go to a Concert
January is the perfect month to stay inside and enjoy a concert during the cold evenings.
Here are just a few of the larger-scale concerts happening in January of 2023.
For a list of all concerts happening this month, check here.
- Reggae Gold | January 5th, 12th, 19th, 26th
- Led Zeppelin 2 | January 13th, 14th
- Yam Haus | January 14th
- Rebirth Brass Band | January 14th
- Suki Waterhouse | Kanuary 21st
- Kashmir | January 21st
- Wynton Marsalis | Kanuary 27th, 28th
If classical music is what you enjoy, you can attend a one of the January shows performed by the Chicago Symphony Orchestra.
There is also the Tomorrow Never Knows music festival, taking place at various venues throughout Chicago from January 18th-22nd, 2023.
You can find all the concerts happening this month here.
3. Go on a Sightseeing Tour
Put on your parka and be sure to layer for our January tours! Join our history-loving Chicago-adoring tour guides on foot.
We offer pay-what-you-like walking tours every day of the week in the Windy City.
If you’d prefer to enjoy a bus tour, we have a great comparison of Chicago’s best. From hop-on-hop-off buses to dedicated tours, you’ll find one to suit you here.
4. Go to the Theater
Chicago is home to many many regional theatres, small black box spaces, and Broadway Tour houses. There is something for everyone!
To see all the theatre productions happening this month, look here.
Here are just a few of the many shows happening in January 2023.
- The Rat Pack is Back | January 27th (Rosemont)
- The Lion King | January 4th - 14th
- Chicago The Musical | January 17th - 29th
- Hansel and Gretel | January 25th, 27th, 29th
Check here to see a full calendar of all shows and get a real taste of Chicago theatre.
Pro-tip: Check out our self-guided theatre tour to admire the exterior of some of the oldest movie palaces in the downtown Loop.
5. Take the Kids to Disney on Ice
The ice skating show Disney on Ice will be making its way to the Allstate Arena in Rosemont from January 19th - 29th.
If you're looking for a fun activity to enjoy with the kids, this is undoubtedly one of the most family-friendly shows of the month.
Disney fans can expect to see a lot of their favorite characters from movies like Frozen and Encanto and many other beloved films.
Tickets for this amazing show are running around $43 - $48.
6. Enjoy a Stand-up Comedy Show
Chi-town attracts some of the biggest names in comedy throughout the year, so it shouldn't surprise anyone that several great comedians will be performing here in January.
Here are some of the best stand-up comedy shows to see this month:
If you want to attend Chicago Underground Comedy which is known for being innovative and a "comic's playground", tickets can be found here.
If you can't manage to get tickets for one of these performances, check this list of stand-up comedy shows in Chicago.
7. Ice Skating in Downtown Chicago
Ice Skating is a great way to spend the day or evening hours, especially with numerous rinks around the city.
There is the McCormick Tribune Ice Rink in Millennium Park, open until early March.
Located right underneath Cloud Gate and on the edge of the downtown, this a perfect spot to skate (and keep warm with hot chocolate).
Across the bridge in Maggie Daley Park, you will find the Skating Ribbon.
Surrounding the rock wall and with the skyline in the background, this is experience aims to give you the feeling of skating through the alpines.
For both rinks, skating is free and rentals are on offer, usually around $12 on weekdays and $14 on weekends.
8. Take a Tour of a Local Brewery
Are you in Chicago and looking where to find a good local pint? Chicago is a great city to enjoy a local microbrew in one of our fantastic neighborhoods.
Many restaurants have enough space to brew their own beer like Berghoff’s, Gino’s East, and Rock Bottom, but if you want to try multiple Chicago Brews, these bars are great.
Everyone has their favorite places for a pint, of course.
Click here for Chicago Brewery Tours!
9. Indulge in Chicago Food
Explore Chicago’s delicious food!
Head to a popular Chicago restaurant like Girl and the Goat to try Chef Stephanie Izzard’s amazing dishes.
Looking for a sweet treat? Try Stan’s Donuts with locally roasted coffee!
If you are looking for something more casual - try a Chicago Hot dog or an Italian Beef sandwich!
10. See More for Less with a Chicago City Pass
Many of Chicago’s biggest attractions have entry fees.
While you do pay for a tourist discount pass, it can give you a bulk discount and free admission into some interesting tours and museums, saving you up to 55%.
They can also save you time with skip-the-ticket-line privileges.
Each Chicago tourist discount pass includes a variety of fun activities and attractions.
Here are a few examples of what you can visit with a tourist pass, for a discount or for free.
- Shedd Aquarium
- Skydeck Chicago
- Adler Planetarium
- Art Institute of Chicago
- The Field Museum
- Museum of Science and Industry
- 360 Chicago Observation Deck
For more details, make sure to read our full post covering Chicago tourist passes.
Honorable Mention: Chicago Restaurant Week
Traveling through your taste buds is always a fun thing to do when it is cold out!
Chicago Restaurant Week (January 20th – February 5th) is the perfect opportunity to try some of the best Chicago restaurants.
Hundreds of restaurants participate during Restaurant Week, providing multiple course meals with fixed-price menus.
But if you’re still hungry, sample your way with these self-guided food tours of Chicago neighborhoods.
On a budget? You can still get a taste of Chicago with some of the best cheap eats in the city. Or if you want to get a background with your brunch, take one of the best Chicago food tours.And when you’ve finished sampling, relax with something from a local coffee shop.
Chicago offers many free activities throughout the year. Here are a few suggestions during January 2023.
Be sure to read our post about the top things to do in Chicago at night for even more suggestions.
Adler After Dark
During Wednesday hours, from 4:00 pm - 10:00 pm, Adler Planetarium opens up for a fun night-time event for adults.
There are "hands-on, minds on activities and experiences" that folks can enjoy along with their sky show.
It's a great way to escape the cold and enjoy the wonder of the universe.
Check out a Drag Show
Head to the South Loop to attend Lips Drag show which has been around for more than 25 years.
They have performances Wednesday - Sunday; including a Sunday brunch!
See the Local Music Scene
Check out the local music scene in Chicago, take a look at some of the more popular venues:
Go Out for a Cocktail
Chicago has more speakeasies – fitting for the mobster history of the Windy City.
If you’re looking for more than just atmosphere and want to find one of the best Craft Beers, we can make sure you find a local pint.
Go to a Game Bar
Explore some of Chicago’s best game bars. Whether you want to try an arcade bar with some pinball and Packman or try a classic board game, Chicago has a bar for you.
Check out our favorite game bars across the city.
Be sure to check out our post on top things to do in Chicago at night for even more suggestions.
Attend a Burlesque Show
Red Velvet Entertainment, known as Chicago's #1 variety and cabaret show, performs dance routines with burlesque dancers from around the world.
There is a lot of audience engagement and the show changes week to week.
Shows take place Thursday through Sunday at Y Bar.
More information can be found, and tickets can be purchased, here.
Attend a Candlelight Concert
This concert series, taking place at various locations throughout Chicago, is truly magical.
Classical music is played by candlelight, creating an atmosphere that is both relaxing and enjoyable.
Concerts in January include: The Best of Hans Zimmer, a Tribute to ABBA, and a Tribute to Taylor Swift.
This section lists more free events, activities, and attractions so see in Chicago this month.
For more ideas, check out our post about the Top Free Things to Do in Chicago.
Take yourself out on a Self-Guided Food Tour
If you want to experience Chicago through your taste buds, try one of our self-guided food tours.
Head to Chinatown to explore and enjoy savory buns and Peking duck.
Pilsen is a wonderful neighborhood where you can appreciate the rich Mexican culture of the area while enjoying tasty dishes.
Small but might Little Italy is definitely a neat neighborhood to experience too!
Get out of downtown to the northside neighborhood Andersonville for a little shopping and tasty bites in the Swedish neighborhood.
The Bridgeport Art Center
Located in the Bridgeport building which is a creative home for local artists and designers, there is an outdoor sculpture garden and three curated art galleries.
On the 3rd Friday of each month between 7:00 pm - 10:00 pm, people are invited to see the painters, sculptors, photographers work.
Check out the Chicago Cultural Center
A great place to warm up while appreciating architecture is the Cultural Center. This beautiful and historic building is free and open for the public to explore.
Beyond the art that lines the walls, you will find free traveling films, lectures, and performances here.
This is also a great place for children’s programming.
Check out their calendar of events to see what is going on during your visit.
There are many Chicago museums that are free! Check out our free museum list here.
Also, if you happen to be a local traveler - be sure to check for free museum days during the winter months in Chicago.
For even more free activities, see our post on the top free things to do in Chicago.
Below we list several great options to keep your children entertained this month, including parks, museums, and theater!
Be sure to check out our post about family-friendly activities in Chicago for a more complete guide.
Light Up The Lake
Navy Pier’s Festival Hall transforms into an indoor holiday theme park called Light Up The Lake, with music, skating, carnival rides, and entertainment.
Children shorter than 3 feet tall are free.
This is a great event for families with little kiddos and runs November 26th - January 7th!
Northerly Island Adventure
Head to Northerly Island to explore with the kids during some official free exploring days.
See birds of prey and wolves, make nature-inspired winter crafts, walk on snowshoes and drink cocoa at Polar Adventure Days from the end of January to mid February.
Events run January 21st-February 25th, 2023.
This event is free to attend.
Light Show in the Garden
Head a stretch North to the Chicago Botanic Garden to see the new event Lightscape. The garden is transformed into a twinkly wonderland.
You walk on a one-mile path that includes majestic trees, water features, and stand-alone lighting installments.
The light show is active from November 11, 2022 - January 8, 2023.
Bring out Your Wizard
Open on select days and times throughout the month is Harry's Potter Magic at Play.
The hands on experience is fun for all ages, taking place across three floors in Water Tower Place.
For additional information and tickets, visit the website.
Go to a Museum
January is a great month to have a few indoor options for the family in Chicago so bringing the youngsters to an indoor museum is always a good idea!
Chicago has a lot of museums that are very interactive and ideal for kids such as: